Woman hiking in mountains and meadows of Svaneti national park, Georgia

About Endeavor2

Endeavor2 was started in 2016 by two people on opposite ends of their careers. One just beginning and the other beginning again. The mission of our company was and remains simple – to provide real estate owners with the best possible investment returns while ensuring travelers and guests experience the radical ease & simplicity at the heart of our stays. The world has changed, but our need for connecting has not. Travel is and will always be the spirit fueling humanity and nothing virtual will ever replace it. The longing, the adventure, the need to let go and venture from our safe spaces into the unknown – the taking of the Open Road.  

Our team

There are no strangers here; Only friends you haven’t yet met.

Nick Jacobson


Our Co-Founder and CEO works where the rubber meets the road ensuring all aspects of Endeavor2 operate at the highest level. 

Ron Kimura


Our Co-Founder and chief visionary has decades of experience in real estate development and is a master of human psychology. 

Jeremy King

Head of Operations

Our man of many hats and former Marine has all the tools and skills to keep your property in tip-top shape year round. 

Amy Jacobson


Our guru of kindness brings her huge heart and servant spirit to our guests’ needs making every stay one to remember.